Entire home·Private host

New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!

Photo gallery for New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!

A small, single-story house with a porch, numbered 323, featuring two blue chairs and a small garden area. - New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie! (Bend)
A compact kitchen with white cabinets, a wooden dining table, and a small island. - New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie! (Bend)
A modern living room with a wooden coffee table, a sofa, and a colorful rug. There is a kitchen area with cabinets and a refrigerator in the background. - New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie! (Bend)
A kitchen with a stove, a kettle, and a framed map on the wall. - New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie! (Bend)
A bedroom with a bed, a TV in the corner, a painting on the wall, and a door leading to another room. - New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie! (Bend)
Experience the essence of Bend in this charming 100-year-old home, Old Bend Cutie. Located in the heart of the historic district, you’re steps away from downtown shops and restaurants as well as scenic trails for running and cycling. Unwind with an arcade game or smart TV movie night, while your mornings are filled with leisurely breakfasts in a sunny dining area.

Reviews

8.6 out of 10
Excellent

Entire home

2 bedrooms1 bathroomSleeps 684 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning
The current price is €302
includes taxes & fees
27 Jul - 28 Jul

Add dates for prices

About this property

New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!

  • Best Location in Bend!

    Walk to downtown Bend, the Deschutes River, and Hayden Homes Amphitheater from this charming, updated historic cottage - Old Bend Cutie! Cozy and comfortable with a fun retro arcade game for downtime.

    Old Bend Cutie is walking distance to:
    • Downtown Bend (8 min)
    • Deschutes River trail & surf wave (5 min)
    • Hayden Homes Amphitheater (10 min)
    • Old Mill District shopping & theater (12 min)
    • Parks, breweries, restaurants & miles of trails (5-10 min)
    ______________________

    Welcome to the Old Bend Cutie, a charming and updated historic home in the heart of Bend’s Old Bend District. Perfect for couples, families, business travelers, and small groups, this cozy two-bedroom cottage offers the ideal combination of historic charm, modern comfort, and an unbeatable location.



    PRIME LOCATION

    Located in the highly desirable Old Bend Historic District, you’ll be close to everything Bend is known for while still enjoying a quiet, safe neighborhood.

    You can easily walk to:
    • Downtown Bend (8 minutes) for restaurants, breweries, shopping, and nightlife
    • Deschutes River trail and surf wave (5 minutes)
    • Hayden Homes Amphitheater (10 minutes) for concerts and events
    • Old Mill District (12 minutes) for shopping, dining, and movies
    • Multiple parks, breweries, coffee shops, and miles of scenic trails (5-10 minutes)

    Many guests rarely need to drive once they arrive.



    CHARMING HISTORIC HOME WITH MODERN COMFORTS

    The Old Bend Cutie blends Bend’s historic character with modern amenities. This cozy home comfortably sleeps up to six guests.

    Living Room
    Relax after a day exploring Bend with:
    • Retro arcade game with 50+ classic games
    • Board games
    • Smart TV for movie nights
    • Comfortable memory foam queen sleeper sofa

    Kitchen
    Fully stocked kitchen with everything needed for cooking meals, plus a bright dining area perfect for breakfast or morning coffee.

    Bedroom 1
    • Memory foam queen bed
    • Blackout shades
    • Closet and dresser storage

    Bedroom 2
    • Bunk bed with queen lower mattress and twin XL upper
    • Memory foam mattresses
    • Great for families or small groups

    Bathroom
    • Tub / shower combo
    • Shampoo, body wash, and essentials provided

    Additional Amenities
    • High-speed WiFi
    • Washer and dryer
    • Free permitted street parking
    • Easy self check-in with smart lock



    ENJOY BEND LIKE A LOCAL

    Step outside and explore the best of Bend. Walk to concerts at Hayden Homes Amphitheater, float the Deschutes River, bike miles of nearby trails, or grab coffee and breakfast downtown.

    Bend is known for its incredible outdoor access, breweries, and vibrant food scene — and Old Bend Cutie places you right in the middle of it all.

    After a day of adventure, come home to relax in a cozy historic cottage in one of Bend’s most beloved neighborhoods.



    YOUR PERFECT BEND HOME BASE

    Whether you’re visiting for concerts, outdoor adventures, skiing at Mt. Bachelor (also just 20-30 min away), or a relaxing getaway, Old Bend Cutie is the perfect home base for your Bend trip.

    Book your stay and experience one of the best locations in Bend.

Property amenities

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Games
  • Smart TV
  • Stereo
  • Video games

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total

Suitability/Accessibility

  • No lift
  • Smoke-free property

Location highlights

  • Near a hospital

Things to do

  • Golfing nearby
  • Hiking/biking trails nearby
  • Ice skating nearby
  • Kayaking nearby
  • Mountain biking nearby
  • Rock climbing nearby
  • Snowmobiling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water tubing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Recycling
  • Some LED lighting used
  • Unit size: 900 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total pets

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

This property does not have any lifts

About the area

Old Bend, a neighbourhood in Bend, is home to this holiday home. Bend Rock Gym and Sun Mountain Fun Center are local attractions and those in the mood for shopping can visit Old Mill District and Bend Farmers Market. High Desert Museum and Petersen Rock Garden are also worth visiting. Take in the nearby slopes with cross-country skiing and snowboarding, or try out other outdoor activities such as ice skating and snowmobiling. Visit our Bend travel guide
View more Holiday homes in Bend
Map
Bend, OR

What's nearby

  • A river flowing through a town with a bridge, buildings, and a flag on a tall tower.
    Deschutes River
    1 min walk - 0.1 km
  • A park with a wooden bridge over a calm lake, surrounded by trees with yellow leaves.
    Drake Park
    3 min walk - 0.3 km
  • A calm river with kayakers, autumn foliage, and a bridge in the background.
    Old Mill District
    15 min walk - 1.3 km
  • A glass mug with 'Bend Brewfest' written on it.
    Hayden Homes Amphitheater
    15 min walk - 1.3 km
  • Downtown Bend Business Association
    13 min walk - 1.1 km

Getting around

  • Sunriver Station
    23 min drive
  • Redmond, OR (RDM-Robert's Field)
    26 min drive

Restaurants

  • Taco Salsa
    12 min walk
  • Dutch Bros Coffee
    13 min walk
  • Jackson's Corner
    8 min walk
  • 10 Barrel Brewing Company
    8 min walk
  • Westside Tavern
    6 min walk

Frequently asked questions

Is New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie! pet-friendly?

Yes, this property allows dogs (limit 1 total).

How much does it cost to stay at New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!?

As of 23 Jul 2026, prices found for a 1-night stay for 2 adults at New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie! on 27 Jul 2026 start from €302, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!?

On-site parking is available at the property.

What time is check-in at New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!?

Check-in begins at 4:00 PM.

What time is check-out at New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!?

Checkout is at 10:00 AM.

Where is New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie! located?

Located in Old Bend, this holiday home is within a 15-minute walk of Deschutes River, Old Mill District and Hayden Homes Amphitheater. Drake Park and Bend Whitewater Park are also within 10 minutes.

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New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie! Reviews

Reviews

Excellent

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 5 out of 7 reviews
Rating 8 - Good. 1 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 1 out of 7 reviews

8.4

Cleanliness

8.8

Location

Reviews

Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location and hugely responsive host.
Stayed 3 nights in Mar 2026
Verified

8/10 Good

Chris F.

Liked: Check-in, communication, location, listing accuracy
Great central location. Jesse was super responsive to all requests and feedback about the property.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

meredith d.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful place to stay in Bend! Walking distance to a couple nice parks on the river. Comfortable beds and plenty of space. The video game machine was a hit with our kids!
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

Marissa N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing property!!

I can’t say enough good things about this place! Excellent location, right off the river and walking distance to restaurants, bars, parks etc. The house was cozy and the beds were sooo comfortable! Best vacation rental that we’ve stayed in a long time! The owner was responsive and friendly also. Highly recommend!!!
Stayed 2 nights in Aug 2024